No. Joking is not something I've gotten into the habit of, but if you're referring to the pizza man...I remember the pizza man. That would be somewhat hard to forget. Though I never set Crowley on fire. That was Balthazar.
Perhaps in your reality, but in mine, he is still within the Pit and if Dean possesses any sense in his being, that is where Sam will stay. I don't know what you mean about a ring. There was Death's, but that was already within Dean's possession.
2010. The tail end of it. People continued telling me to have pleasant holidays.